4-Methylpyrazole → HCID 178458360, compound

HRID 1105886Notes

Reaction equation

HRID 1105886 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[N:10]1[C:14](=[O:15])[CH:13](Br)[C:12]([NH:17][C:18](=[O:48])[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([NH:25][C:26](=[O:47])[CH:27]([O:30][C:31]3[CH:36]=[CH:35][C:34]([C:37]([CH2:40][CH3:41])([CH3:39])[CH3:38])=[CH:33][C:32]=3[C:42]([CH2:45][CH3:46])([CH3:44])[CH3:43])[CH2:28][CH3:29])[CH:20]=2)=[N:11]1.[CH3:49][C:50]1[CH:51]=[N:52][NH:53][CH:54]=1>C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[N:10]1[C:14](=[O:15])[CH:13]([C:51]2[C:50]([CH3:49])=[CH:54][NH:53][N:52]=2)[C:12]([NH:17][C:18](=[O:48])[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([NH:25][C:26](=[O:47])[CH:27]([O:30][C:31]3[CH:36]=[CH:35][C:34]([C:37]([CH2:40][CH3:41])([CH3:39])[CH3:38])=[CH:33][C:32]=3[C:42]([CH2:45][CH3:46])([CH3:44])[CH3:43])[CH2:28][CH3:29])[CH:20]=2)=[N:11]1

Participants

4

Reactant 2

HCID 34064-MethylpyrazoleHCID 20555344HCID 20555344, compound

Product 1

HCID 178458360HCID 178458360, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
90 °C

Procedure

45 g of 1-(2,4,6-trichlorophenyl)-3-{3-[2-(2,4-di-tert-amylphenoxy)butyramido]benzamido}-4-bromo-5-oxo-2-pyrazoline and 19 g of 4-methylpyrazole were mixed with each other, then stirred for 2 hours under heating at 90° C. To the reaction mixture was added 500 ml of ethyl acetate, followed by washing several times with water. The ethyl acetate layer was dried with anhydrous sodium sulfate and concentrated. Upon crystallization of the residue from a solvent mixture of 100 ml of acetonitrile and 20 ml of benzene, 19 g of Coupler (2) was obtained. The melting point of the coupler was 142° to 145° C.

Workup

  1. washby washing several times with water
  2. dry with materialThe ethyl acetate layer was dried with anhydrous sodium sulfate
  3. concentrationconcentrated
  4. customUpon crystallization of the residue
  5. additionfrom a solvent mixture of 100 ml of acetonitrile and 20 ml of benzene, 19 g of Coupler (2)
  6. customwas obtained
  7. customwas 142° to 145° C.

Sources & evidence

ORD record
ord-53c605dd0b144f4ebe45f44af4d77e16
Source dataset
uspto-grants-1982_01
Patent number
US04310619

Reaction notes

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